4.8 Article

Room-Temperature Direct Alkynylation of Arenes with Copper Acetylides

Journal

ORGANIC LETTERS
Volume 16, Issue 17, Pages 4488-4491

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol502030y

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Funding

  1. Universite Libre de Bruxelles
  2. FNRS [F.4530.13]
  3. Fonds pour la formation a la Recherche dans l'Industrie et dans l'Agriculture (F.R.I.A)

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C-H bond in azoles and polyhalogenated arenes can be smoothly activated by copper acetylides to give the corresponding alkynylated (hetero)arenes by simple reaction at room temperature in the presence of phenanthroline and lithium tert-butoxide under an oxygen atmosphere. These stable, unreactive, and readily available polymers act as especially efficient and practical reagents for the introduction of an alkyne group to a wide number of arenes under remarkably mild conditions.

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